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Head-to-head · App Installation

WinGet vs Chocolatey

  • Updated Oct 2026
  • Both researched from official sources
  • 1 check side by side
Higher score WinGet #3 in App Installation 8.9/10 Free plan Free plan✓ 0 of 2 features Visit WinGet
Chocolatey #4 in App Installation 8.8/10 Free plan · 14-day trial Free planFree trial✓ 0 of 2 features Visit Chocolatey

WinGet leads on 0 checks, Chocolatey on 0, and 1 is even. Who comes out ahead on the 1 yes/no, price and count check where we have data for both products. The editor score weighs everything else too.

Our verdict

  • Highest scoreWinGet · 8.9/10
  • Free planboth
  • Free trialonly Chocolatey

WinGet scores higher on our rubric for app installation: 8.9 against 8.8 out of 10; our editors rank them #3 and #4.

WinGet is the better fit for windows users who want free package installs. Chocolatey is the better fit for windows teams managing packages and sources.

  • WinGet fits best

    Windows users who want free package installs

  • Chocolatey fits best

    Windows teams managing packages and sources

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Side by side

Feature WinGet 8.9/10 Visit ↗ Chocolatey 8.8/10 Visit ↗
At a glance
Editor score 8.9 8.8
Ranking #3 in App Installation #4 in App Installation
Best for Windows users who want free package installs Windows teams managing packages and sources
Pricing model Free Free plan + paid
Starting price Free plan $18/device/yr
Free plan ✓ ✓
Free trial — 14 days
Deployment Desktop Self-hosted, Desktop
Platforms Windows Windows, Linux, macOS
Support Docs, Community Community, Docs · 24/7
Built for Small business, Mid-market, Enterprise Solo, Small business, Mid-market, Enterprise
Features WinGet 0/2 · Chocolatey 0/2
Silent installation Not checked yet Not checked yet
Rollback support Not checked yet Not checked yet
Specs
Deployment targets Not checked yet Not checked yet
Supported OS Not checked yet Not checked yet
Deployment methods Not checked yet Not checked yet
Device limit Not checked yet Not checked yet
Our review
Pros
  • Searches sources and installs apps by name, ID, version, architecture, or source
  • Handles upgrades, removals, dependencies, pins, and configurable package sources
  • Imports and exports package lists and supports multiple installer formats
  • Creates NuGet-compatible packages and resolves dependencies automatically
  • Supports private, local, and offline package sources
  • Business adds central management, synchronization, and auditing
Cons
  • Windows only, with support limited to specified Windows releases
  • Command-line workflow may not suit users who prefer a graphical installer
  • Documentation and community are the listed support channels
  • Software installation and management are primarily intended for Windows
  • Business pricing starts at $18 per license per year with a 100-node minimum pack
  • Central management and audit features require a commercial edition
Our verdict

WinGet is Microsoft’s command-line client for the Windows Package Manager, aimed at people and organizations managing application installs on Windows. It searches package sources and can install applications by name, ID, version,…

Read the review →

Chocolatey is an open-source package manager for managing Windows software, suited to individuals and teams that want repeatable package workflows and control over package sources. Its CLI can install, upgrade, pin, uninstall, search, and…

Read the review →
  1. WinGetApp Installation 8.9Free plan
  2. ChocolateyApp Installation 8.8Free plan · 14-day trial

Strengths and trade-offs

  • WinGet — where it wins

    • Searches sources and installs apps by name, ID, version, architecture, or source
    • Handles upgrades, removals, dependencies, pins, and configurable package sources
    • Imports and exports package lists and supports multiple installer formats

    Where it doesn't

    • Windows only, with support limited to specified Windows releases
    • Command-line workflow may not suit users who prefer a graphical installer
    • Documentation and community are the listed support channels
  • Chocolatey — where it wins

    • Creates NuGet-compatible packages and resolves dependencies automatically
    • Supports private, local, and offline package sources
    • Business adds central management, synchronization, and auditing

    Where it doesn't

    • Software installation and management are primarily intended for Windows
    • Business pricing starts at $18 per license per year with a 100-node minimum pack
    • Central management and audit features require a commercial edition
  • WinGet8.9/10 · Free plan

    A free, open-source Windows package manager for finding, installing, and maintaining apps.

    Visit WinGetFull verdict →
  • Chocolatey8.8/10 · Free plan · 14-day trial

    An open-source package manager with private sources, offline installs, and paid team controls.

    Visit ChocolateyFull verdict →

More comparisons

Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026

Last updated · How we research and update